rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid

Base Information

• Chemical Name: rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid
• CAS No.: 917247-89-3
• Molecular Formula: C₁₀H₁₁FO₃
• Molecular Weight: 198.194
• Mol file: 917247-89-3.mol

Synonyms:

Chemical Property of rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid

There total 7 articles about rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 38.0%

rac-2-amino-4-(4-fluorophenyl)butanoic acid (225233-79-4) → rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid (917247-89-3,114990-93-1)

Guidance literature:

With sulfuric acid; sodium nitrite; at 0 - 20 ℃;

DOI:10.1002/ejoc.200600454

Reference yield:

ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8) → rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid (917247-89-3,114990-93-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 94 percent / H₂ / Pd/C / ethyl acetate / 750.06 Torr

2.1: 81 percent / LiAlH₄ / diethyl ether / 20 h

3.1: 63 percent / pyridinium chlorochromate / CH₂Cl₂ / 20 h / 20 °C

4.1: NH₄Cl; aq. NH₃ / ethanol / 24 h / 20 °C

4.2: 11 percent / aq. HCl / ethanol / 6 h / Heating

5.1: 38 percent / NaNO₂; aq. H₂SO₄ / 0 - 20 °C

With ammonium hydroxide; lithium aluminium tetrahydride; sulfuric acid; hydrogen; ammonium chloride; pyridinium chlorochromate; sodium nitrite; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; ethyl acetate;

DOI:10.1002/ejoc.200600454

Reference yield:

4-fluorobenzaldehyde (459-57-4) → rac-2-hydroxy-4-(4-fluorophenyl)butanoic acid (917247-89-3,114990-93-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 93 percent / NaH / 1,2-dimethoxy-ethane / 21 h / 20 °C

2.1: 94 percent / H₂ / Pd/C / ethyl acetate / 750.06 Torr

3.1: 81 percent / LiAlH₄ / diethyl ether / 20 h

4.1: 63 percent / pyridinium chlorochromate / CH₂Cl₂ / 20 h / 20 °C

5.1: NH₄Cl; aq. NH₃ / ethanol / 24 h / 20 °C

5.2: 11 percent / aq. HCl / ethanol / 6 h / Heating

6.1: 38 percent / NaNO₂; aq. H₂SO₄ / 0 - 20 °C

With ammonium hydroxide; lithium aluminium tetrahydride; sulfuric acid; hydrogen; sodium hydride; ammonium chloride; pyridinium chlorochromate; sodium nitrite; palladium on activated charcoal; In 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; ethyl acetate;

DOI:10.1002/ejoc.200600454

upstream raw materials:

(S)-2-hydroxy-4-(4-fluorophenyl)butanoic acid

rac-2-amino-4-(4-fluorophenyl)butanoic acid

ethyl 3-(4-fluorophenyl)propanoate

ethyl 4-fluorocinnamate

Downstream raw materials:

(R)-2-hydroxy-4-(4-fluorophenyl)butanoic acid

Refernces